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Displaying: For Sale

Location: Winter Garden

Property Type(s): Single Family

Beds: 3 to 3

Winter Garden - 158 properties found

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  • 1672 MALCOLM POINTE DR, WINTER GARDEN, FL 34787

    $499,900299 Days on yellowkey   MLS ID: S5133690

    REDUCED by $10,000 (2.0%) on 06/15/2026

    For Sale S5133690 - 1672 MALCOLM POINTE DR, WINTER GARDEN, FL 34787 24 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2035
       Built: 2001
    Monthly Fee: $33
       Tax: $6,403 (2024)
    Community: Tuscany Ph 02
    Single Family


    Estimated Monthly Payment: $3,306 (change assumption)
    Mortgage ($2,739) + Fees ($33) + Taxes in 2024 ($534)


    Taxes:$6,403

    Elementary School: Maxey Elem

    High School: Ocoee High

    Tax Year: 2024

    Middle School: Lakeview Middle


  • 1049 SPRING LANDING DR, WINTER GARDEN, FL 34787

    $547,90013 Days on yellowkey   MLS ID: O6412927

    1 Days Off yellowkey (back on 6/15/2026)

    For Sale O6412927 - 1049 SPRING LANDING DR, WINTER GARDEN, FL 34787 53 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2167
       Built: 1990
    Monthly Fee: $25
       Tax: $5,582 (2025)
    Community: Crown Point Spgs
    Single Family


    Estimated Monthly Payment: $3,492 (change assumption)
    Mortgage ($3,002) + Fees ($25) + Taxes in 2025 ($465)


    Taxes:$5,582

    Elementary School: Dillard Street Elem

    High School: Ocoee High

    Tax Year: 2025

    Middle School: Lakeview Middle


  • 12971 HARVEST RAIN AVE, WINTER GARDEN, FL 34787

    $787,562119 Days on yellowkey   MLS ID: O6385596

    1 Days Off yellowkey (back on 6/15/2026)

    REDUCED by $50,000 (6.0%) on 05/09/2026

    For Sale O6385596 - 12971 HARVEST RAIN AVE, WINTER GARDEN, FL 34787 53 photos

    Bed: 3   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 2858
       Built: 2026
    Monthly Fee: $140

    Community: Harvest At Ovation
    Single Family


    Estimated Monthly Payment: $4,455 (change assumption)
    Mortgage ($4,315) + Fees ($140) + Taxes in 2025 ($0)


    Taxes:$0

    Elementary School: Water Spring Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Water Spring Middle


  • 12537 GRAPE CHARDONNAY ALY, WINTER GARDEN, FL 34787

    $647,17227 Days on yellowkey   MLS ID: O6411681

    For Sale O6411681 - 12537 GRAPE CHARDONNAY ALY, WINTER GARDEN, FL 34787 1 photos

    Bed: 3   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2200
       Built: 2026
    Monthly Fee: $96
       Tax: $9,708 (2026)
    Community: Osprey Ranch
    Single Family


    Estimated Monthly Payment: $4,451 (change assumption)
    Mortgage ($3,546) + Fees ($96) + Taxes in 2026 ($809)


    Taxes:$9,708

    Elementary School: Water Spring Elementary

    High School: Horizon High School

    Tax Year: 2026

    Middle School: Water Spring Middle


  • 10294 MERRYMEETING BAY DR, WINTER GARDEN, FL 34787

    $459,90041 Days on yellowkey   MLS ID: O6407798

    REDUCED by $9,000 (1.9%) on 06/15/2026

    For Sale O6407798 - 10294 MERRYMEETING BAY DR, WINTER GARDEN, FL 34787 58 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1689
       Built: 2019
    Monthly Fee: $245
       Tax: $7,600 (2025)
    Community: Waterleigh Ph 2C-1
    Single Family


    Estimated Monthly Payment: $3,398 (change assumption)
    Mortgage ($2,520) + Fees ($245) + Taxes in 2025 ($633)


    Taxes:$7,600

    Elementary School: None

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Water Spring Middle


  • 1645 E SPRING RIDGE CIR, WINTER GARDEN, FL 34787

    $450,00010 Days on yellowkey   MLS ID: O6416732

    For Sale O6416732 - 1645 E SPRING RIDGE CIR, WINTER GARDEN, FL 34787 42 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1219
       Built: 1997
    Monthly Fee: $25
       Tax: $3,719 (2025)
    Community: Crown Point Spgs
    Single Family


    Estimated Monthly Payment: $2,801 (change assumption)
    Mortgage ($2,466) + Fees ($25) + Taxes in 2025 ($310)


    Taxes:$3,719

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 6279 SUNNY TIME AVENUE, WINTER GARDEN, FL 34787

    $546,49026 Days on yellowkey   MLS ID: O6412141

    2 Days Off yellowkey (back on 6/14/2026)

    REDUCED by $15,500 (2.8%) on 06/06/2026

    For Sale O6412141 - 6279 SUNNY TIME AVENUE, WINTER GARDEN, FL 34787 28 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1913
       Built: 2026
    Monthly Fee: $152
       Tax: $1,372 (2024)
    Community: Silverleaf Oaks
    Spa: No

    Single Family


    Estimated Monthly Payment: $3,261 (change assumption)
    Mortgage ($2,994) + Fees ($152) + Taxes in 2024 ($114)


    Taxes:$1,372

    Elementary School: Hamlin Elementary

    High School: Horizon High School

    Tax Year: 2024

    Middle School: Hamlin Middle


  • 5960 FLOWERING CHERRY BND, WINTER GARDEN, FL 34787

    $597,99644 Days on yellowkey   MLS ID: G5112227

    INCREASED by $40,873 (7.3%) on 06/10/2026

    For Sale G5112227 - 5960 FLOWERING CHERRY BND, WINTER GARDEN, FL 34787 5 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1772
       Built: 2026
    Monthly Fee: $150

    Community: Avalon Woods
    Single Family


    Estimated Monthly Payment: $3,427 (change assumption)
    Mortgage ($3,277) + Fees ($150) + Taxes in 2025 ($0)


    Taxes:$0

    Elementary School: Hamlin Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Hamlin Middle


  • 12103 EASTMOOR DR, WINTER GARDEN, FL 34787

    $445,00034 Days on yellowkey   MLS ID: O6409071

    REDUCED by $5,000 (1.1%) on 06/04/2026

    For Sale O6409071 - 12103 EASTMOOR DR, WINTER GARDEN, FL 34787 24 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1604
       Built: 2024
    Monthly Fee: $225
       Tax: $6,795 (2025)
    Community: Encore/Ovation Ph 4B
    Single Family


    Estimated Monthly Payment: $3,230 (change assumption)
    Mortgage ($2,438) + Fees ($225) + Taxes in 2025 ($566)


    Taxes:$6,795

    Elementary School: Water Spring Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Water Spring Middle


  • 8275 BAYVIEW CROSSING DR, WINTER GARDEN, FL 34787

    $555,00075 Days on yellowkey   MLS ID: TB8496196

    REDUCED by $10,000 (1.8%) on 06/09/2026

    For Sale TB8496196 - 8275 BAYVIEW CROSSING DR, WINTER GARDEN, FL 34787 96 photos

    Bed: 3   Bath: 3.0   Gar: 3
    Liv Area Sq Ft: 2019
       Built: 2017
    Monthly Fee: $312
       Tax: $5,109 (2025)
    Community: Waterleigh Ph 1B
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $3,779 (change assumption)
    Mortgage ($3,041) + Fees ($312) + Taxes in 2025 ($426)


    Taxes:$5,109

    Elementary School: Panther Lake Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Water Spring Middle


  • 17569 SEIDNER RD, WINTER GARDEN, FL 34787

    $599,99929 Days on yellowkey   MLS ID: G5112869

    For Sale G5112869 - 17569 SEIDNER RD, WINTER GARDEN, FL 34787 4 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1408
       Built: 1984
    Monthly Fee: $3
       Tax: $5,144 (2025)
    Community: Lake Avalon Heights
    Single Family


    Estimated Monthly Payment: $3,719 (change assumption)
    Mortgage ($3,288) + Fees ($3) + Taxes in 2025 ($429)


    Taxes:$5,144

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 279 DOE RUN DR, WINTER GARDEN, FL 34787

    $599,00026 Days on yellowkey   MLS ID: TB8513595

    For Sale TB8513595 - 279 DOE RUN DR, WINTER GARDEN, FL 34787 35 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2435
       Built: 2005
    Monthly Fee: $57
       Tax: $2,489 (2025)
    Community: Deerfield Place 57/1
    Single Family


    Estimated Monthly Payment: $3,547 (change assumption)
    Mortgage ($3,282) + Fees ($57) + Taxes in 2025 ($207)


    Taxes:$2,489

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 393 LAKE AMBERLEIGH DR, WINTER GARDEN, FL 34787

    $615,000160 Days on yellowkey   MLS ID: O6374079

    For Sale O6374079 - 393 LAKE AMBERLEIGH DR, WINTER GARDEN, FL 34787 35 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2684
       Built: 2002
    Monthly Fee: $117
       Tax: $2,690 (2025)
    Community: Amberleigh
    Single Family


    Estimated Monthly Payment: $3,711 (change assumption)
    Mortgage ($3,370) + Fees ($117) + Taxes in 2025 ($224)


    Taxes:$2,690

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 5460 BOWMAN DR, WINTER GARDEN, FL 34787

    $585,00047 Days on yellowkey   MLS ID: O6402308

    REDUCED by $30,000 (4.9%) on 06/10/2026

    For Sale O6402308 - 5460 BOWMAN DR, WINTER GARDEN, FL 34787 69 photos

    Bed: 3   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 2474
       Built: 2016
    Monthly Fee: $328
       Tax: $8,917 (2025)
    Community: Overlook At Hamlin
    Spa: No

    Single Family


    Estimated Monthly Payment: $4,276 (change assumption)
    Mortgage ($3,205) + Fees ($328) + Taxes in 2025 ($743)


    Taxes:$8,917

    Elementary School: Independence Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Bridgewater Middle


  • 12253 S BRACCO ST, WINTER GARDEN, FL 34787

    $499,00023 Days on yellowkey   MLS ID: S5150840

    For Sale S5150840 - 12253 S BRACCO ST, WINTER GARDEN, FL 34787 29 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1788
       Built: 2024
    Monthly Fee: $110
       Tax: $6,803 (2025)
    Community: Highland Rdg Ph 2
    Single Family


    Estimated Monthly Payment: $3,411 (change assumption)
    Mortgage ($2,734) + Fees ($110) + Taxes in 2025 ($567)


    Taxes:$6,803

    Elementary School: Water Spring Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Water Spring Middle


  • 2202 ROMANUM DR, WINTER GARDEN, FL 34787

    $565,00069 Days on yellowkey   MLS ID: O6398743

    REDUCED by $14,900 (2.6%) on 06/07/2026

    For Sale O6398743 - 2202 ROMANUM DR, WINTER GARDEN, FL 34787 41 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1889
       Built: 2015
    Monthly Fee: $211
       Tax: $3,839 (2025)
    Community: Alexander Ridge
    Single Family


    Estimated Monthly Payment: $3,627 (change assumption)
    Mortgage ($3,096) + Fees ($211) + Taxes in 2025 ($320)


    Taxes:$3,839

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 17090 HARBOR OAK PKWY, WINTER GARDEN, FL 34787

    $534,90056 Days on yellowkey   MLS ID: G5111718

    1 Days Off yellowkey (back on 6/12/2026)

    REDUCED by $5,000 (0.9%) on 06/02/2026

    For Sale G5111718 - 17090 HARBOR OAK PKWY, WINTER GARDEN, FL 34787 45 photos

    Bed: 3   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2148
       Built: 2019
    Monthly Fee: $215
       Tax: $7,499 (2025)
    Community: Waterside/Johns Lk-Ph 2A
    Single Family


    Estimated Monthly Payment: $3,771 (change assumption)
    Mortgage ($2,931) + Fees ($215) + Taxes in 2025 ($625)


    Taxes:$7,499

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 15456 GILLIGAN CT, WINTER GARDEN, FL 34787

    $550,000328 Days on yellowkey   MLS ID: A4660262

    REDUCED by $25,000 (4.3%) on 06/12/2026

    For Sale A4660262 - 15456 GILLIGAN CT, WINTER GARDEN, FL 34787 45 photos

    Bed: 3   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2571
       Built: 2020
    Monthly Fee: $102
       Tax: $8,702 (2024)
    Community: Winding Bay Ph 1B
    Single Family


    Estimated Monthly Payment: $3,841 (change assumption)
    Mortgage ($3,014) + Fees ($102) + Taxes in 2024 ($725)


    Taxes:$8,702

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 1343 CASTLEPORT RD, WINTER GARDEN, FL 34787

    $535,00013 Days on yellowkey   MLS ID: O6414756

    For Sale O6414756 - 1343 CASTLEPORT RD, WINTER GARDEN, FL 34787 28 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2170
       Built: 2001
    Monthly Fee: $243
       Tax: $4,191 (2025)
    Community: Stoneybrook West
    Spa: No

    Single Family


    Estimated Monthly Payment: $3,524 (change assumption)
    Mortgage ($2,931) + Fees ($243) + Taxes in 2025 ($349)


    Taxes:$4,191

    Elementary School: Whispering Oak Elem

    High School: West Orange High

    Tax Year: 2025

    Middle School: SunRidge Middle


  • 4863 LACEWING DR, WINTER GARDEN, FL 34787

    $540,00076 Days on yellowkey   MLS ID: O6397857

    0 Days Off yellowkey (back on 5/23/2026)

    For Sale O6397857 - 4863 LACEWING DR, WINTER GARDEN, FL 34787 52 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1788
       Built: 2023
    Monthly Fee: $171
       Tax: $6,905 (2025)
    Community: Silverleaf Reserve Bungalows
    Spa: No

    Single Family


    Estimated Monthly Payment: $3,705 (change assumption)
    Mortgage ($2,959) + Fees ($171) + Taxes in 2025 ($575)


    Taxes:$6,905

    Elementary School: Independence Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Horizon West Middle School






Data is updated at least once a week by Sunday nights. Some properties that appear for sale on this web site may subsequently have been sold and may no longer be available. The data relating to real estate for sale/lease on this web site come in part from a cooperative data exchange program of the multiple listing service (MLS) in which this real estate firm (Broker) participates. Data can be retrieved from any one of the following MLS’s: Greater Fort Lauderdale REALTORS®, Space Coast Association of REALTORS®, My Florida Regional MLS, Florida Gulf Coast MLS, "©2024 Northeast Florida Multiple Listing Service, Inc. All rights reserved." The properties displayed may not be all of the properties in the MLS’s database, or all of the properties listed with Brokers participating in the cooperative data exchange program. Properties listed by Brokers other than this Broker are marked with either the listing Broker’s logo or name or the MLS name or a logo provided by the MLS. Detailed information about such properties includes the name of the listing Brokers. Information provided is thought to be reliable but is not guaranteed to be accurate; you are advised to verify facts that are important to you. No warranties, expressed or implied, are provided for the data herein, or for their use or interpretation by the user. The Florida Association of Realtors® and its cooperating MLSs do not create, control or review the property data displayed herein and take no responsibility for the content of such records. Federal law prohibits discrimination on the basis of race, color, religion, sex, handicap, familial status or national origin in the sale, rental or financing of housing.